3-[3-(1,3-Benzodioxol-5-yl)prop-2-enoyl]chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[3-(1,3-Benzodioxol-5-yl)prop-2-enoyl]chromen-2-one
• 化学式: C₁₉H₁₂O₅
• 分子量: 320.301
• InChiKey: FOJLOACGYYXPBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[3-(1,3-Benzodioxol-5-yl)prop-2-enoyl]chromen-2-one 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  具有预期抗菌活性的新型香豆素衍生物的便捷合成

  摘要：

  Chalcone and coumarin are two substantial classes of natural products possessing significant antimicrobial activities. Hybrid compounds containing both structures have been synthesized in a good yield using Claisen-Schmidt aldolic condensation. The reaction of the new chalcones with active methylene compounds under different reaction conditions led to the construction of pyridine, pyran, pyrazole and pyridinone containing coumarin moiety with different functional groups. Investigating the antimicrobial activity of the new synthesized heterocycles, displays that 3-(2'-amino-3'-cyano-4'-(4-hydroxy-3-methoxyphenyly)pyrid-6'-yl)-coumarin 2a has the highest antimicrobial activity toward both Gram-positive and Gram-negative bacteria. Consequently, it was utilized as starting material for synthesis of more new fused heterocycles with anticipated high biological activity. All the new compounds are well characterized using, elemental analysis, FT-IR, H-1 NMR, ESI-Mass Spectrum and tested for their antimicrobial activity.

  DOI：

  10.3987/com-17-13779
• 作为产物：
  描述：

  胡椒醛 、 3-乙酰基香豆素 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 3-[3-(1,3-Benzodioxol-5-yl)prop-2-enoyl]chromen-2-one
  参考文献：
  名称：

  Discovery of a novel fluorescent HSP90 inhibitor and its anti-lung cancer effect

  摘要：

  开发出一种新型荧光HSP90抑制剂，对肺癌细胞具有强烈的生长抑制作用。

  DOI：

  10.1039/c4ra01800a

文献信息

• Ji; Hu; Hua, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 12, p. 1223 - 1225
  作者：Ji、Hu、Hua、Hu

  DOI：——

  日期：——
• A Convenient Synthesis of Novel Coumarin Derivatives with Anticipated Antimicrobial Activities
  作者：Asmaa Kamal Mourad、Abd El-Naby Ibrahim Essawy、Hussein Abdel-Azim Younus

  DOI：10.3987/com-17-13779

  日期：——

  Chalcone and coumarin are two substantial classes of natural products possessing significant antimicrobial activities. Hybrid compounds containing both structures have been synthesized in a good yield using Claisen-Schmidt aldolic condensation. The reaction of the new chalcones with active methylene compounds under different reaction conditions led to the construction of pyridine, pyran, pyrazole and pyridinone containing coumarin moiety with different functional groups. Investigating the antimicrobial activity of the new synthesized heterocycles, displays that 3-(2'-amino-3'-cyano-4'-(4-hydroxy-3-methoxyphenyly)pyrid-6'-yl)-coumarin 2a has the highest antimicrobial activity toward both Gram-positive and Gram-negative bacteria. Consequently, it was utilized as starting material for synthesis of more new fused heterocycles with anticipated high biological activity. All the new compounds are well characterized using, elemental analysis, FT-IR, H-1 NMR, ESI-Mass Spectrum and tested for their antimicrobial activity.
• Discovery of a novel fluorescent HSP90 inhibitor and its anti-lung cancer effect
  作者：Su-Yun Bai、Xi Dai、Bao-Xiang Zhao、Jun-Ying Miao

  DOI：10.1039/c4ra01800a

  日期：——

  A novel fluorescent HSP90 inhibitor with strong growth inhibitory effects on lung cancer cells was developed.

  开发出一种新型荧光HSP90抑制剂，对肺癌细胞具有强烈的生长抑制作用。